TW201124172A - Hair styling method - Google Patents

Abstract

Disclosed is a hair styling method wherein a hair cosmetic containing a component (A) is applied to the hair, and the shape of the hair style is maintained by cooling the hair below 50 DEG C after the hair was styled at 50 DEG C or higher. The component (A) is an organopolysiloxane formed as a poly(N-acyl-alkylene-imine) segment (b) comprising a repeating unit (1) binds, via an alkylene group containing hetero atoms, to at least two Si atoms of an organopolysiloxane segment (a) constituting the main chain, wherein the number-average molecular weight of the poly(N-acyl-alkylene-imine) segment (b) is 1,200 to 5,500, the mass ratio of the organopolysiloxane segment (a) constituting the main chain and the poly(N-acyl-alkylene-imine) segment (b) is 35/65 to 60/40, the weight-average molecular weight of the organopolysiloxane segment between the neighboring poly(N-acyl-alkylene-imine); segments (b) is 1,300 to 5,500, and the weight-average molecular weight of the organopolysiloxane segment (a) constituting the main chain is 7,000 and 100,000.

Description

201124172 VI. Description of the Invention: TECHNICAL FIELD OF THE INVENTION The present invention relates to a hair styling method. [Previous technique if] In order to organize the hair style, Pei Ge # I, I will keep the hairstyle for a certain period of time, and use the hair cosmetics separately according to the required performance or the required sentence. As a hair dressing 用以 用以 用以 用以 并将 ' ' ' ' ' ' 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发A hair cosmetic with fixed hair, 2) a hair cosmetic that fixes the hair by adhesion, 3) a penetration of water in the hair, and a process of cutting and re-forming the key during the process Hair-forming hair cosmetics. Make-up;: a hair-forming type of hair that is fixed by a film of a film-forming resin I: a gas-soluble knee-type hair cosmetic (for example, a patent document). This type of hairstyle that you recognize for one person maintains a full-day degree The fixing force is formed. However, although the film formed on the surface of the hair is firm but brittle, it will be hard. If the external force is applied to the temporary hair style, the following problem is solved: the hair of the film is plucked. It is not possible to change the type of the temporarily made complex i (hereinafter referred to as "reconstruction of this type of hair cosmetic"). After the application of this type of hair cosmetics #心毛妆/ K hair cosmetic application or application of the hair after applying the external force, do not apply the hair dryer '10 money, therefore, apply hair makeup I52259.doc 201124172 The temperature of the buttercups is restored to about room temperature. From L: by the force of (four) fixed hair (four) material, known (four) from the use of skin sputum forming tree literature 2, "., type ... to obtain adhesion ( Such as patent High fixed hair style: Although the force of the coffee type will become two-stick, if the stickiness is suppressed, there will be a fixed hair to get the problem. In addition, this type of hair cosmetics is difficult to be paid. Hair styling is here, and then hair styling.,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,, The fixer, therefore, will be sticky to the hand or cooker that is used as a hand for re-sharing. Therefore, the machine is heated and the face is made to cause a sticky hair, and the hair dryer often stays at the correction level. The hair is usually the same as the hair of the hair cosmetic material of the other ancient hair. The hair of the dry hair is used for moist hair or dried, - Face-to-face: hair: heating, or using cold air to face the hair styling. This type of hair cosmetic or brush r passes well, using these hair cosmetics = endowment shape and the above 1) or 2 The type is very weak. Although the #-partially contains the film-forming resin, when the film is made and the daughter fat is large, the film is destroyed by the tree comb, the brush, etc. during the drying process, and the resin is less formed in the film. Hour: Refers to a smaller 'and therefore' is difficult to obtain a fixed force to the extent that will be produced = 152259.doc 201124172. Furthermore, organic polyoxyalkylenes are excellent in the midday, so various types of organic polyoxyalkylenes are also known as shampoos. Most of the Dong Fa Su Temple is used as a tactile sensation. As the organic polyoxyalkylene which can be applied to the m π eccentric hair cosmetic, for example, it is disclosed in Patent Document 4 that A: ^ m ^ ^ is not broken or plastically deformed within the range of 疋 elongation. Poly(Ν_, fluorenylalkyleneimine) modified organopolyoxyalkylene as a hair styling agent. The organic Ο Ο m ig , . , . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . The hair after the hair ^ is soft and has no hard feeling. ^ ^ f wash ^ But 疋, even if you use the hair cosmetic containing the organic polyoxane, 敫... A fixed degree of a fixed degree. # ^ 疋力. Further, the physical properties of the organopolyoxane are not changed by heating, and the purpose of heating and finishing is not achieved. Further, in the patent document 5, the I (N-fluorenylalkyleneimine)-modified organopolyoxane has excellent expandability, and solubility/dispersion to water or lower alcohol Excellent sex. Therefore, the hair cosmetic containing it can obtain a good touch even for external causes (passing fingers through hair, wind, vibration)

The hair style will not collapse and the softness will be; 5 ό her L and the completeness of nature. However, the organic polyoxane has excellent development, ground m, flatness, and malleability, so that the hair style to be produced can be firmly fixed. In addition, the physical properties of the organic polyoxane removed from the female body are slightly changed by heating, but the physical properties at room temperature to 22 整体 are generally soft, so: the face is heated - facing the hair into the (four) shape, As a result, it is likely to cause problems when it is attached to the appliance. Further, even if it is returned to room temperature, it does not have the performance of fixing the hair 151259.doc 201124172, and it is fixed to the extent that it is fixed. Further, Patent Document 6 discloses a human salt, and the patent document 5 discloses that it is used as a hair cosmetic material. In the hair modification method of the makeup department, it is described that after applying the hair cosmetic to the hair, it is for the light of the hair and the heating of the rice. However, this heating is carried out by performing continuous hair modification instead of heating for finishing the hair style. Actually, as described above, the organic polyoxo-oxygen burning described in Patent Document 5 cannot be achieved. [PRIOR ART DOCUMENT] [Patent Document 1] Japanese Patent Laid-Open Publication No. 2005-68 No. 134 [Patent Document 3] Japanese Patent Publication No. 2005-68 No. 134 [Patent Document 3] Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. [Patent Document 6] Japanese Patent Laid-Open Publication No. 2009449597 (Embodiment 11 , 13 , 14) [Invention] The present invention provides a hair styling method which is applied to a hair cosmetic containing the following component (A). Hair, after shaping the hair at a hair temperature of 50 ° C or higher, the hair temperature is cooled to less than 50 ° C, thereby fixing the shaped hair 152259.doc 201124172; forming a knife (A) · organic poly An oxane, which comprises a poly(alkylene imino) segment of the oxime represented by the following formula (1), which is bonded to the organic polyoxo group which constitutes the main chain via a heteropoly heavy group It is made up of Shixia atomic alkane ·· 幻到2 [化1] (1) 〇 (the formula \R1 represents a hydrogen atom, carbon number 1 a hospital base, an aryl group, or an aryl group, η represents 2 or 3); and the number average molecular weight of the (Ν-based γφ, 卜-g_-...imine) bond segment is a mechanical poly bond segment (4) The mass ratio (4) to the poly(tetra)alkylidene) bond & (8) is 35/65~60/4 〇; 〇 contiguous poly(N-醯 仲 、, 掠 $ $ οι 1/, yv ^ 土The organic polyoxyalkylene segment between the segments has a weight average molecular weight of 13 〇〇 5 , 5 〇〇; and the weight average molecular weight of the organic polyoxoene segment constituting the main chain is 7,000 to 100,000.垔里千均刀子 is also provided by the present invention - alkane, 9 # Μ π, hair cosmetic, which contains an organic polyoxoquinone organopolyoxyalkylene containing 瓲 匕 from 匕 3 under the general formula (1 ) The KN-mercaptoalkyl group of the repeating unit shown is m, 敫, ! It is formed by stretching an alkyl group of 3 heteroatoms and bonding to at least two of the ruthenium atoms constituting the organic chain of the main chain: 152259.doc (1) 201124172 (wherein R represents hydrogen An atom, an alkyl group having 1 to 22 carbon atoms, an aralkyl group or an aryl group, η represents 2 or 3); and the number average molecular weight of the poly(fluorene-fluorenylalkyleneimine) segment is 1600 to 3500; The mass ratio (a/b) of the organic poly-stone oxygen-burning segment (4) of the main chain to the poly(v_styl-based imine) bond segment (8) is 42/58 to 58/42; fluorenyl-based imine) The average molecular weight of the oxygen-burning bond section of the organic material between the segments is 16〇〇~35〇〇; 7,000~100,000 of the organic polyoxo-burning segment constituting the main chain. J knife in the inside is the same as the above. Material, the above various properties. 3 ^ second oxygen burning hair finish feeling, the hair firm = solid to give a soft touch and natural hair, wind, vibration and other hair style: two ^ hair. The type 1 is not dissipated and can be maintained for a long time, and the inventors and the like can also obtain excellent knowledge findings: organic poly-[s ρ α having the same structure as the performance of the above-mentioned (4) document 4 The touch of the polyoxyalkylene and the feeling of completion of the natural, the hair style is firm = the hair is given a soft cause (passing the fingers through the hair, sputum, the external 152259.doc wind, vibration, etc.) hairstyle does not collapse and can be long 201124172 Maintained and excellent in solubility and dispersibility for water or lower alcohols. Further, the inventors of the present invention have found that by using a hair cosmetic containing a π-reverse organopolyoxane and using a specific use method, the above requirements can be achieved, and the hair cosmetic is shampooed. It can be easily rushed [[finishing method] '° The hair styling method of the present invention is: first, the ingredients are applied (applied to the hair, and the hair is applied to the hair at the temperature of the hair)

The hair temperature is cooled to less than 5 (rc, whereby the shaped hair is fixed. * The hair cosmetic is applied to the hair 疋. The hair containing the ingredient (A) is long ~ von (coating) hand again Depending on the type of the dosage form, it is usually sprayed by spraying, etc., by hand, cloth, a combination of the two, etc. The coating is repeated if the hair cosmetic containing the component (A) is applied to the hair. Second: When water is applied to the hair, the hair cosmetic is easy to be fine with the hair. 〇X: If the hair cosmetic containing the component (A) is applied to the hair, before the hair is shaped at a hair temperature of 5 m To make the hair dry, the step of shaping is to wear loyalty in a short period of time, and the results in the 叮^ y' η can shorten the time spent on the whole process of the hair styling. The dryness after application of the Physician can be carried out by natural drying, heating, etc. • Hair temperature 50. (: The above shape is to heat the hair to above the top, and can use a hair iron, hair dryer: Heater, curling iron, curling iron, heated curling iron, etc. as temperature Preferably, it is 5〇~2, more preferably ~20CTC, and more preferably 152259.doc 201124172 80~180〇C. In the present invention, the hair is changed into a shape. Specifically, "make the ^ itself Shape hair style; will be finished into a straight hair into a curly hair or wave 7 ^ ^ 5 / / dust hair hair straight hair; make a roll or wave of hair Ic or wave hair It is a simple but simple comb or brush through the hair and change the temple, because it does not change the hair of the h ^ smashed hairstyle for finishing. As "open shape" is therefore not included in the "shape" hair dryer, curling iron, curls Write "perm, with a comb. I, heating hair curlers, combs, brushes, "shape" processing and heat treatment at the same time can also be staggered. For example, can be the following - Aspects: • First shape with curly hair H, then heat the fan. The surface is heated by a hair dryer – the face is shaped by a comb. • After heating with a hair dryer, (with the temperature not falling), use a comb to shape. The electric roller (the flat illusion is heated and shaped almost simultaneously). It is sufficient to heat the one side with a heated hair curler. It is sufficient to carry out the shaping in a state where the hair temperature is 5 or more. In addition, when the hair cosmetic containing the component (4) is applied to the hair, the hair is applied to the hair. In the case of shaping, the hair cosmetic is applied to the hair as long as it is applied to the hair. For example, it can be used as a seed: After applying the hair cosmetic containing the component (A), it is shaped by a curling iron or the like. [Curling device, etc.) and then heating. 152259.doc -10- 201124172 / After shaping with a curling iron or the like (before removing the curling iron, etc.), after heating, the state of the hair 6 is 5 (the state above rc) A hair cosmetic containing the component (4) is applied. • After applying _ with a curly hair n or the like (before the scales, etc.), apply a hair cosmetic containing a knife (A) and heat it to 50 ° C or higher. Ο 〇疋 〇疋 〇疋 正 正 正 正 正 正 正 正 正 、 、 、 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 毛发 ' ' ' ' ' ' ' ' ' ' ' ' With heating. *Cooling In the present invention, "cooling" means not only intentionally lowering the temperature (for example, human cold air), but also including the concept of naturally lowering the temperature by using the surrounding temperature. When the hair is shaped, it is cooled to the point where it is not caught. It can be any of the forces that will shape the hair before, after, and after the release. For example, it can be any of the following: ^ Unforce the force of shaping, and cool to the point where it is not reached, and then lift the force of the shape (using the handle of the curling iron, etc.). At the same time as the force of shaping, 'cooled to less than 5 〇. ° (For example, if the solution: , ° is also the winding of the electric coil, the force is released and cooled to almost 50 ° C almost simultaneously). Two: After the force of the scorpion, it is cooled to less than 5°. . (At this time, if it is removed, if it is too long, the shape given by the folding angle may collapse. Therefore, the cooling is performed immediately after the 乂2 is released. Further, for example, the setting temperature of the electric winding bar is more (10). The higher the temperature and the thicker the bundle, the more the hair is released. 152259.doc 201124172 After cooling, it will be cooled to less than 5 〇. The longer the time will be, the less the time will be, but as long as the shape does not collapse The gland, ra ώ 4 can't be used for a certain amount of time. Preferably, the jinming immediately means less than 30 seconds, more preferably 15 seconds, more preferably less than 5 seconds, and particularly preferably less than 3 seconds. *Re-finished: The organic polysiloxane of the component (4) used in the method of hair styling has the special thermoplasticity: if it is heated above the machine, it will become soft, and if it is cooled, it will immediately return to the elastic Therefore, even after a temporary haircut, you can simply perform any number of re-transformations. Therefore, even if the hairstyle is not made at one time, it can be easily corrected, and even an unskilled person can get a satisfactory hairstyle at a short time. At this time, the hair styling is made by the hair styling method of the present invention, and the hair is deformed again above the hair temperature thief, and the hair is cooled to a thief without forming a thief. The specific method 'is the same as the above method. In this case, the hair cosmetic containing the component (A) can be additionally applied to the hair. However, since the hair cosmetic containing the component (4) is applied at the time of the first hair styling, the hair styling can be performed without additional application. [Component (A): Organic Polyoxane] The organic polyfluorene of the component (4) used in the hair styling method of the present invention contains a poly(N-fluorenylalkylene group) of the repeating unit represented by the above formula (1). The imine) segment is bonded to at least two of the ruthenium atoms constituting the organopolyoxyalkylene segment of the main chain via a hetero atom-containing alkyl group, and has the following characteristic thermoplasticity: if heated to 50 The temperature zone of ~220 °C can also withstand the temperature zone, then 152259.doc -12- 201124172 becomes soft, and immediately restores elasticity when it stops heating and returns to room temperature. The poly(N-fluorenylalkyleneimine) segment may be bonded to at least two of any of the ruthenium atoms constituting the organopolyoxyalkylene segment via an alkyl group containing a hetero atom, preferably via the above extension More preferably, the alkyl group is bonded to one or more of the ruthenium atoms except for the two ends, and is preferably bonded to the two or more ceram atoms of the two ends via the above-mentioned stretching group.

The extension of the hetero atom of 3 is exerted as a poly(N-fluorenylalkyleneimine) segment. As the stretching group, for example, an alkylene group having 2 to 2 carbon atoms of 1 to 3 nitrogen atoms, a milk atom or a sulfur atom, and preferably one of the following formulas (1) to (Viii) is exemplified. It is better to use the basis of any of the following formulas (i) to (iii), and in the formula, ΑιΓ means the fourth grade of salt Counter ions, such as m _ U, for example: ethyl sulfate ion, sulfhydryl sulfate ion, emulsion ion, her tie, compound ion, sulfate ion, p-toluenesulfonate ion, perchlorate ion: ' [化3] —fCH 士|Jh

An' (i) Απ' ΑγΓ (ϋ) c H2^~ N CH2^~ NH2 (iii) ov) ch3 152259.doc •13- 201124172

In the N-fluorenylalkyleneimine unit constituting the poly(N-fluorenylalkyleneimine) segment, in the formula (1), the alkyl group having 1 to 22 carbon atoms of R1 can be exemplified by a carbon number of 1 to a linear, branched or cyclic alkyl group of 22, specifically exemplified by fluorenyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, pentyl, hexyl, cyclohexyl, heptyl , octyl, decyl, decyl, undecyl, decyl, octadecyl, nonadecyl, eicosyl, behenyl, and the like. In view of the fact that the solubility of water or a lower alcohol is high, it is preferably a calcined number of 1 to 10, more preferably a carbon number of 1 to 6, more preferably a carbon number of 1 to 3. The aralkyl group may, for example, be an aralkyl group having 7 to 5 carbon atoms, and specific examples thereof include a benzyl group, a phenethyl group, a triphenylsulfonyl group, a naphthylmethyl group, a fluorenylmethyl group and the like. Among them, an aralkyl group having a carbon number of 7 to 14 and more preferably a carbon number of 7 to 1 Å is preferable. The aryl group may, for example, be an aryl group having 6 to 14 carbon atoms, and specific examples thereof include a phenyl group, a tolyl group, a diphenylene group, a naphthyl group, a biphenyl group, a fluorenyl group, a phenanthryl group, and the like. An aryl group having 6 to 12 carbon atoms, more preferably 6 to 9 carbon atoms. Among these, as R1, a carbon number of 6%, more preferably a carbon number 〕~] is preferable. The mass ratio (a/b) of the organopolyoxyalkylene segment (a) to the poly(N-fluorenylalkyleneimine) segment (b) is 35/65 to 60/40'. Cold solution in the solvent • Dispersibility, ease of shaping during hair styling, hair after hair 152259.doc • 14- 201124172 Tactile, long-term retention of the hair of the hair, especially From the viewpoint of the hair styling method of the present invention, it is preferably 42/58 to 58/42, more preferably 45/55 to 55/45, and particularly preferably 47/53 to 53/47. In addition, in the present specification, the ratio of the amount of f (a/b) is such that the organic polyfluorene oxygen of the present invention is dissolved in chloroform at 5% by mass, and analyzed by nuclear magnetic resonance as a ship. The value obtained by the integral ratio of the phenyl group in the oxygen-fired segment or the phenyl group in the segment of the poly(10) aryl group. Ο ❹ The weight average molecular weight (MWg) of the organic poly-stones between the adjacent clusters (N·Aryl-based imines) (hereinafter sometimes referred to as “grafting points”) 1300~5500, preferably 16〇〇~35〇〇, 1800~3200, especially good for 2, 〇〇〇~3, 〇〇〇. In the specification: "the so-called "adjacent poly(n, keetineimine) segment = organic polyoxo-oxygen bond segment" means self-polymerization of imine) as shown in the following formula (7) The link to the bond point of the organic (oxygen) (10) segment: 1), to the adjacent poly(10) fluorenyl-based imine group) the bond R°2=β) is the portion surrounded by the dotted line between the two points of t' and Containing _ ^: 疋, brewing, y+1 (R2) 2sio unit key segment; again, the so-called Μν·醯基伸基基胺) segment "' refers to the special XV bonded to the above r6.

[Chemical 4] 152259.doc -15- 201124172 :R2 ~^Si—-〇 / i R6

In the above formula (2), R2 each independently represents an alkyl group having 1 to 22 carbon atoms or an alkyl group having a phenyl R group containing no hetero atom, and -W-R7 represents a poly(N-fluorenylalkyleneimine). a segment, R7 represents a residue of a polymerization initiator, and y represents a positive number. The molecular weight MWg between the grafting points is the amount of the knife of the portion surrounded by the dotted line in the above formula (7), which can be understood as the organic polysecond oxygen phase segment of the poly(N_mercaptoalkyleneimine) segment per i mole. Quality (g/m〇l). Further, if the function of the modified organopolyoxane as a raw material compound is 100% substituted based on poly(N-fluorenylalkyleneimine), the functional group equivalent of the modified organopolyoxyalkylene (g) /mol)-- The molecular weight (mw〇x) of the χκ(Ν)alkyleneimine segment is calculated from the molecular weight and degree of polymerization of the n-fluorenylalkyleneimine unit, or by gel permeation chromatography (GPC) as described later. The method is measured by the method, but in the present invention, it means the number average molecular weight measured by the GPC measurement. The component (A) has a Mw 〇 x of 1,200 to 5,500, preferably woo of 3,500, more preferably 18 〇〇 to 3, 2 Å, and particularly preferably 2, 〇〇〇 〜3, 〇〇〇. Take this, at 5 〇. (: The above will be fully softened, and it is suitable for hair shaping, and it is less than 5 inches. (: 'It is better to have sufficient hardness and good touch when maintaining hair at room temperature. The molecular weight MWg between the grafting sites can be determined by the following formula (I: 152259.doc -16 - using the content ratio (Csi) of the organopolyoxazide segment constituting the main chain.

(I (I201124172 [number l]

CsiX MWox 100 -C si The weight average molecular weight (MWsi) of the organopolyoxyalkylene segment constituting the main chain is from 7,000 to 100,000, from the viewpoint of solubility in polar solvents such as water and ease of handling after dissolution. It is preferably 10, 〇〇〇 80,000, more preferably 20,000 to 60,000, and particularly preferably 30,000 to 50,000. ^1\\^ has a skeleton common to the modified organopolyoxane as a raw material compound, and thus the weight average molecular weight of MWsi and the modified organopolyoxane as a raw material compound are substantially the same. Further, the average molecular weight of the modified organopolyoxane as a raw material compound is measured by GPC under the following measurement conditions, and is converted to polystyrene. Pipe column: Super HZ4000 + Super HZ2000 (Tosoh has a F艮 company)

Lysis solution: 1 mM triethylamine / THF Flow rate: 0.3 5 mL / min Column temperature: 40 ° C Detector: UV Sample: 50 pL Component (A) The weight average molecular weight of the organopolyoxane ( MWt) is preferably from 7,000 to 100,000, more preferably from 20,000 to 60,000, still more preferably from 30,000 to 50,000. Thereby, a good touch can be imparted to the hair, and the solubility in a polar solvent such as water is excellent. Moreover, the two styles of the setting and the persistence of the setting can be further improved. In the present invention, MWt can be determined from the weight average molecular weight of the modified organopolyoxane as a raw material compound of 152259.doc -17 to 201124172 and the above mass ratio (a/b). Then, the method for producing an organic polyoxo hospital of the present invention can be carried out, for example, by performing the following method: a modified organic polyoxo-oxygen of the following formula (7), and The sub-fourth (hereinafter referred to as "cyclic yam (4)") of the general formula (4) is subjected to ring-opening polymerization: the terminal reactive poly(N-fluorenyl-based imidazolium imine) reaction is obtained. 5]

[wherein R2 has the same meaning as described above] R3 and R4 each represent the same group as R2, or a monovalent group represented by any one of the following formulae (ix) to (xiv): [Chem. 6] - ( cH2-)jNH2 (丨x) —f CH2)^- NH -f CH2)j NH2 (x) -~fcH2)jN(CH3)2 (10) —f N —(ch2^- N(CH3)2 (Xij) CH3 -CH2〒HCH2 - N(CH3)2 (xiii) - (CH2')jSH (xiv) OH · 9 R5 represents a monovalent group represented by the above formulas (ix) to (xiv), and d represents 89 to 1332 Integer, e means an integer from 2 to 77]' [Chemical 7] 152259.doc •]8· (4)201124172

(CH2)r N=C—O

[wherein 1^ and 11 have the same meaning as described above]. o As the modified organopolyoxane (3), it is preferred to use a functional group equivalent of preferably 1,700 to 3,500, more preferably ι, 800 to 3, 2 Å, and particularly preferably 2 〇〇〇. ~ 3,000 ' and the weight average molecular weight is preferably 7 〇〇〇 ~ 1 〇〇, 〇〇〇, more preferably 10,000 to 80,000, especially preferably 3 〇, _ ~ 5 〇, _. The weight average molecular weight of the modified organopolyoxane (3) as a raw material is substantially the same as the weight average molecular weight (MWsi) of the organopolyoxyalkylene segment constituting the main chain. Further, it is preferred to adjust the molecular weight of the terminal reactive poly(N-fluorenylalkyleneimine) to preferably L200~5, 5〇〇, more preferably, especially preferably 1,8〇〇~3,200. , especially good for 2, 〇〇〇 ~ 3, _. It is substantially the same as the molecular weight (MW 〇 x) of the above poly(n-branched alkyleneimine) segment. A ring-opening polymerization of 0 cyclic imine ether (4) can use a polymerization initiator. As the polymerization initiator, a compound having a strong electrophilic reactivity such as a benzyl alcohol ester, an alkyl p-toluenesulfonate, an alkyl trifluoromethanesulfonate, an alkyl trifluoroacetate, or a sulfuric acid can be used. An alkyl ester of a strong acid such as an alkyl ester, wherein: a dialkyl sulfate is used. The polymerization initiator is usually used in an amount of 2 to 100 moles relative to the amine (4), and the polymerization initiator is oxime. , 衣月 as a hydration solvent, for example, can be used. 』 use. Acetate such as ethyl acetate, propylene acetate, etc., diethyl ether, diisopropyl, _ ^ monooxane tetrafurfuran and other bonds, acetone, A Base ethyl, preparation ^ m _ Temple 虱 imitation, methylene chloride solvent such as acetonitrile, acetonitrile, benzoquinone and other nitrile solvents, N, N-dimethyl decylamine, N dimethyl 152259. Doc •19- 201124172 A non-protic polar solvent such as acetyl sulfhydryl sulfhydryl sulfoxide, of which 1 acetic acid (iv) is preferred. The amount of the solvent used is 15 parts by mass relative to the cyclic imine ether (4) ι by mass, and is 20 parts by mass. The polymerization temperature is usually from 30 to 170. (:, preferably 4 〇 15 15 ( rc, the polymerization time varies depending on the polymerization temperature, etc., usually is an hour.) As the cyclic imine ether (4), for example, if a 2-substituted oxazoline is used, Then, it is known that η=2 of the above formula (1) is a poly(anthracene-ethylethylimine), and if a substituted-dihydroanthracene is used, a poly(Ν-醯) of the above formula (1) tn=3 can be obtained. The propylene imine). As a method of linking a poly(N-fluorenylalkylene imine) to an organopolycarbocarbyl bond, the following method is exemplified. 1) The cyclic imine ether is made active. Polymerization-derived terminal-reactive poly(N-fluorenylalkylene imide), a method of reacting with a modified organic polyoxo group represented by the formula (7); 2) formation reaction of an ester condensed by a carboxyl group and a hydroxyl group 3) formation reaction of a guanamine by condensation of a carboxyl group with an amine group) formation of a halogenated alkyl group, formation of a secondary, tertiary or quaternary ammonium group of a primary, secondary or tertiary amine group 5) with Si- The addition reaction of the addition of a vinyl group to the H-based organopolyoxane 6) The reaction of the 3⁄4 oxy group with the hydrazine-hydroxylamine of the amine group, wherein the method of the above 1 is as follows In the theoretical formula shown, the degree of polymerization can be easily controlled by the amount of the use of the % imine ether (4) and the polymerization initiator, and it is substantially monodisperse which is narrower than the usual radical polymerization. The poly(anthracene-fluorenylalkyleneimine) aspect is most effective: 152259.doc •20- 201124172 [number 2] = molecular weight of the imine sulphate cyclic imine ether + molecular weight of the polymerization initiator ( II) Molar number of polymerization initiator [MWi: molecular weight of poly(N-fluorenylalkyleneimine)]. The organopolyoxane of the component (A) has a specific structure in which a poly(N-fluorenylalkyleneimine) segment is bonded to a specific molecular weight at a specific interval and at a specific ratio via a hetero atom-containing alkyl group. At least 2 germanium atoms of the organopolyoxyalkylene segment. Therefore, it can be used not only for moderate softening at 50 ° C or higher, but also for maintaining the hair style at a temperature of less than 50 ° C, preferably at a normal temperature for a long period of time, to obtain a good touch, and to not collapse even if subjected to external force. The natural hair styling method of the present invention has better physical properties. It can also be dissolved in polar solvents such as water or lower alcohols. Preferred examples of the organopolyoxane as the component (A) include poly(N-fluorenylethylidene)organooxynonane and poly(N-ethionylethylidene). Oxyalkane, poly(N-propionylethylidene), organic oxane, and the like. [Hair cosmetic] The hair cosmetic used in the present invention contains the organopolysiloxane of the above component (A). Thereby, a soft touch feeling, a setting property which does not collapse even if a finger is passed through the hair, and a more natural feeling of completion can be obtained. The organopolyoxane of the component (A) may be used singly or in combination of two or more kinds, and the content thereof is a hair cosmetic from the viewpoints of hair styling property, persistence of styling, and cleansing properties of shampoo. The total mass basis is preferably 0.01 to 50% by mass, more preferably 0.05 to 30% by mass, still more preferably 0.1 to 20% by mass, particularly preferably 0.5 to 10% by mass. Moreover, by setting the 152259.doc -21 - 201124172: an organic solvent to be described later, and an organic acid or a salt thereof, it is possible to further develop the shape of the right type and the persistence of the shape without hindering the organic The effect of hair modification caused by acid and granules (increased flexibility, etc.). Further, the hair cosmetic of the present invention may further contain an organic solvent (hereinafter referred to as "component (B)") selected from the following (b1) to (b5) as a preferred component: (bl) as shown in the formula (5) Compound: [Chemical 8]

R —(〇CH2CH2)p(OCH2CH)q—Z AY (5) wherein R8 represents a hydrogen atom, an alkyl group having a carbon number of i to 6, or a group R9_ph Rl〇_ (a hydrogen atom sulfhydryl group or a decyloxy group) , R10: a bond or a saturated or unsaturated divalent hydrocarbon group having 1 to 3 carbon atoms, Ph: p-phenylene), A represents a bond or a divalent saturated hydrocarbon group having 1 to 4 carbon atoms, hydrazine and 2; respectively Represents a hydrogen atom or a hydroxyl group, and p and q respectively represent an integer of 〇~5; wherein, when p=q=〇, z is a trans group, and R8 is not a hydrogen atom, an alkyl group having a carbon number of 1 to 3, and a group Any one of R9_ph_]; (b2) an alkyl group in which an alkyl group or an alkenyl group having a carbon number of 丨18 is bonded to a nitrogen atom.比 》 或 或 或 或 或 或 或 或 或 或 或 或 或 或 或 或 或 或 或 或 或 ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) (b5) a lactone or a cyclic ketone represented by the formula (6), (7) or (8): [Chem. 9] 152259.doc • 22- 201124172

(6) (8) (7) [wherein, X represents an anthracene group or an oxygen atom, Rll and r12 are substituted groups, and a and b each independently represent 0 or ..., and {the same as the organic solvent of the component (B), (Μ ) can be exemplified by: o 直 linear or branched aliphatic alcohols such as ethylene glycol, isobutyl alcohol, cinnamyl alcohol, phenylethyl alcohol, bis-carbonitrile, 2, methoxyethanol, methyl carbene Alcohol, ethyl alcohol, propyl carbitol, butyl carbitol, triethylene glycol monoethyl ether, triethylene glycol monobutyl ether, and the like. : Can be cited: Ν _ methyl ... set ... octyl 対 phase, Ν _ month only soil base σ than ρ each bite brewing | and so on. (b3): ethylene carbonate, propylene carbonate, etc. are mentioned. ^The number average molecular weight is (10)~}, and the amount of polypropylene glycol is preferably the number of knives. Here, the number average molecular weight means a polystyrene-converted number average molecular weight measured by GPC. In (10), as the rirI2 in the general formulae (6) to (8), a direct bond, a branched or cyclic alkyl group, a hydroxyl group, a sulfonic acid group, a phosphoric acid group, a carboxyl group, a phenyl group, a fluorenyl group, a gamma group, Repulsive base #, wherein preferably a carbon number ^ chain or a branched chain, such as methyl, ethyl, propyl, isopropyl, butyl =. Preferably, the γ-lactone is substituted at the 7 position, and the lactone 2 is preferably substituted at the δ position (i.e., the adjacent subunit of the hetero atom). Further, in I52259.doc •23- 201124172, when the right person increases the water solubility of the compounds (6) to (8), it is preferable to have an acidic group such as a % acid group, a phosphoric acid group or a carboxyl group as r1i*r12 or the like. A substituted alkyl group. (8)) In the 'as internal vinegar' can be enumerated: 丫 _ _ vinegar, 丫 _ caprolactone, 丫 _ valerolactone, δ - valerolactone, δ - caprolactone, heart by lactone, etc. In terms of stability, it is preferred that the 丫_lactone is particularly preferably 丫-butyrolactone or caprolactone. In (b5), examples of the cyclic oxime include cyclopentanone, cyclohexanone, cycloglyoxime, and 4-methylcycloheptanone. Further, the component (B) used in the present invention is preferably at 25. The underarm is liquid, and preferably ClogP is _2 to 3, and more preferably -1 to 2 in terms of promoting penetration. Here, C1〇gP means the scale of the distribution of the substance between the octanol phase and the water phase, that is, the juice value of the octanol_water_partition coefficient (l〇gp) defined by the following formula (111), This example is described in Chemical Reviews, Vol. 71, No. 6 (1971): logP-log ([substance] "/[substance] water) (in) [wherein, [substance] + a? represents 1 - octanol The molar concentration of the substance in the phase, [substance] water represents the molar concentration of the substance in the aqueous phase]. If it specifically represents the main component (B) 2ClogP, it is dipropylene glycol (〇67), 1,3-butanediol (_0_29), stilbene (11), 2_ethoxy alcohol (ι 2), phenylethanol (1.2), phenoxy-2-propanol (1·υ, polypropylene glycol 4〇〇(〇9), propylene carbonate (_0_41), γ-butyrolactone (-〇.64). Β), preferably benzyl alcohol or 2-benzyloxyethanol. The components (Β) may be used in combination of two or more kinds, and the total content thereof is improved in addition to the toughness-improving effect after shampooing, and the softness or flexibility of the hair. In addition to the effect, the improvement of the effect of the modification (elasticity improvement, the improvement of the moisture resistance, etc.), it is preferable to use the composition (152) phase 152259.doc -24, 201124172 to enhance the stereotype of the hair. Hair cosmetic. It is 1 to 40% by mass, more preferably 〇·5 to 10% by mass. It is especially good for the quality of the hair. In the hair cosmetic used in the present invention, the hair is shaped and used. Sense of goodness, dissolution-promoting observation when preparing hair cosmetic Ο :: 言 ' can contain water, C1 ~ C3 linear or branched saturated or unsaturated alcohol as a solvent. It is used alone or in combination of two or more kinds. Among them, water, ethanol, isopropanol, particularly preferably water, ethanol, water, and the total content of the alcohol of the 丨~3 are all the hair cosmetics. The mass basis is preferably from 0.1 to 98% by mass, more preferably from 90% by mass, particularly preferably from 5 to 6% by mass. =, in the hair cosmetic used in the present invention, the component (B) An organic carboxylic acid or a salt thereof (hereinafter referred to as "component (C)") having a hydroxyl group may be mentioned. In this case, as a particularly preferable component (B), dipropylene glycol, 1,3-butanediol, and cut are mentioned. , phenoxyethanol, 2-acetoxyethanol, propylene carbonate, and polypropylene glycol (number average molecular weight: 3 〇〇 5 〇〇, especially 4 〇〇). As the organic carboxylic acid of the component (c), preferably For carbon number 2 to 8, specifically, monocarboxylic acids such as acetaminophen; malonic acid, succinic acid, glutaric acid, hexanoic acid, maleic acid, fumaric acid, ortho-benzene Dicarboxylic acid such as dicarboxylic acid; polycarboxylic acid such as amine hydrazine; hydroxycarboxylic acid such as glycolic acid, lactic acid, hydroxyacrylic acid, glycerin-apple, tartaric acid or citric acid; Acidic amino acid, such as aminic acid, aspartic acid, acid, etc., wherein 'the preferred carbon number is 2 to 6, and the base is repellent: 夂' is particularly preferred as lactic acid or malic acid. As such organic acid salts, for example, Column: salt with alkali metal, alkaline earth metal, amine, organic amine compound. 〇 〇 成 (C) can be used in combination of two or more, the total content is in addition to the hair 152259.doc -25- 201124172

Modification (empty repair bucket, 4 s A special) effect, toughness after shampooing to improve softness or suppleness, but also effect, stereotype of hair hair # "', composition (A In terms of compatibility and improvement, it is preferably 0·1~30 mass 〇/〇, and it is more preferably 0.5 to 20% by mass in the hair cosmetic, especially for the composition of the seven^· u special 1 soil is 0.5~10% by mass 0 or knife (C) organic carboxylic acid or its salt, mass ratio, for the ancient i L "knife (B) organic solvent fruit, washing > I text (C): (W7, particularly preferably in the range of 4:1 to 1:3.) In the present invention, the effect of the quality (empty repair, etc.), etc., is improved, and the softness or flexibility of the hair is improved. The hair cosmetic to be used contains (9) a styling party, a step-up, and a holding force, and the smoothness of the hair is good. The styling polymer as the component (D) is exemplified by the following υ~8). These may be used singly or in combination of two or more kinds: 1) vinylpyrrolidone-based polymer polyethylene D is a commercially available product. Ol K12, Luviskol K30 (manufactured by BASF Corporation), PVP Κ15, ρνρ Κ3〇 (manufactured by gaf Corporation), etc. Vinylpyrrolidone/vinyl acetate copolymer is commercially available as Luviskol VA28, Luviskol VA73 ( The above BASF company manufactures), PVP/VA E-735, PVP/VA S-630 (manufactured by GAF Corporation, etc.). The vinylpyrrolidone/vinyl acetate/vinyl propionate terpolymer is commercially available. List: Luviskol VAP343 (manufactured by BASF Corporation) -26- 152259.doc 201124172, etc. A vinylpyrrolidone/alkylamino acrylate copolymer is commercially available, and examples thereof include Luviflex (manufactured by BASF Corporation), Copolymers 845, and copolymers. 937, Copolymers 958 (manufactured by GAF Co., Ltd.), etc. A vinylpyrrolidone/acrylate/(meth)acrylic acid copolymer is commercially available, and examples thereof include Luviflex VBM35 (manufactured by BASF Corporation), etc. Vinylpyrrolidone/alkyl group The acryl acrylate/ethylene caprolactam copolymer is commercially available, and examples thereof include Copolymers VC-713 (manufactured by GAF Corporation), etc. 2) Acidic vinyl ether polymer thiol vinyl ether/maleic anhydride The alkyl half ester copolymer is commercially available, and examples thereof include GANTREZES-225, GANTREZES-425, GANTREZ SP-215 (manufactured by GAF Co., Ltd.), etc. 3) Acidic polyvinyl acetate polymer vinyl acetate/crotonic acid The copolymer is commercially available, and examples thereof include RESYN 28-13 10 (manufactured by National Starch Co., Ltd.) and Luviset CA66 (manufactured by BASF Corporation). Vinyl acetate/crotonic acid/vinyl neodecanoate copolymer As a commercial product, RESYN 28-2930 (manufactured by National Starch Co., Ltd.) or the like can be mentioned. Vinyl acetate/crotonic acid/vinyl propionate copolymer As a commercial product, Luviset CAP (manufactured by BASF Corporation) or the like can be mentioned. I52259.doc -27· 201124172 4) Acidic acrylic polymer (mercapto) acrylic acid/(mercapto) acrylate copolymer As a commercial product, Plus Size L53P (manufactured by Mutual Chemicals Co., Ltd.), Diahold (available) Mitsubishi Oil Chemical Co., Ltd.) and so on. Acrylic acid/alkyl acrylate/alkyl acrylamide copolymer The commercially available product includes Ultrahold 8 (manufactured by BASF Corporation), Amphormer V-42 (manufactured by National Starch Co., Ltd.), and the like. 5) Amphoteric acrylic polymer (meth) propylene decyl hexyl betaine / alkyl (meth) acrylate copolymer, for example, N-methyl propylene methoxyethyl-N, N-dimethyl Ammonium-α_Ν_methylcarboxybetaine, a copolymer with an alkyl (meth)acrylate, and the like, and may be, for example, Yukaformer®-75, Yukaformer SM (manufactured by Mitsubishi Petrochemical Co., Ltd.), and the like. The alkyl acrylate / butyl methacrylate acrylate / octyl decyl acrylate copolymer can be exemplified by octyl acrylamide / acrylate / butyl methacrylate copolymer, etc., as a commercial product. Examples of the product include Amphomers 28-49l (manufactured by National Starch Co., Ltd.) and the like. 6) The basic acryl-based polymer acrylamide. The acrylate-based copolymer is exemplified by the examples described in the Japanese Patent Application Laid-Open No. Hei No. Hei. . 7) Cellulose derivative Cationic cellulose derivative 152259.doc • 28- 201124172 Commercially available products include Celquat H-100 and Celquat L-200 (manufactured by National Starch Co., Ltd.). 8) Chitin/chitosan derivative Hydroxypropyl chitosan As a commercial item, Chitofilmer (manufactured by ICHIMARUPHARCOS Co., Ltd.) and the like can be mentioned. Carboxymethyl quercetin, carboxymethyl chitosan, chitosan and. A monobasic acid such as a pyridone carboxylic acid, a lactic acid or a glycolic acid, or a salt of a dibasic acid such as adipic acid or succinic acid is commercially available, and examples thereof include: Chitomer PC (n ratio B π ketal oxoate) ), Chitomer L (lactate) (manufactured by Union Carbide Co., Ltd.), etc. Among these styling polymers, a styling polymer selected from the group consisting of an acrylic polymer and a vinylpyrrolidone polymer is particularly preferred. The content of the styling polymer is preferably from 0.05 to 20% by mass, more preferably from 0.1 to 10% by mass, particularly preferably from 0.3 to 5% by mass, based on the total mass of the hair cosmetic. Q In the hair cosmetic composition used in the present invention, in order to further enhance the care effect, a cosmetic component other than the organopolysiloxane of the oil agent and the component (Α) may be contained. • Oil is used to enhance the smoothness of the hair after drying. As an oil agent, it can be listed as: squalene, squalane, liquid isomerized paraffin, light liquid isomerized paraffin, heavy liquid isomerized paraffin, α-olefin oligomer, liquid paraffin, naphthenic hydrocarbon, etc. Classes; glycerides such as castor oil, cocoa butter, oyster sauce, avocado oil, olive oil, etc.; bees, butterfly, lanolin, microcrystalline butterfly, earth butterfly, brazil palm, etc.; cetyl alcohol, Oleic alcohol, stearyl alcohol, isostearyl alcohol, 2-octyl 12152259.doc -29- 201124172 Higher alcohols such as stanol, · Octyl laurate myristate, lauric acid Cetyl lactate, propylene glycol monostearate, oleic acid oleic acid, hexadecyl 2-ethylhexanoate, isophthalic acid isophthalic acid vinegar, tridecyl citrate isophthalic acid, etc.; Higher fatty acids such as citric acid, lauric acid, myristic acid, complex palmitic acid, stearic acid, camellic acid, oleic acid, coconut oil fatty acid, isostearic acid, isopalmitic acid; cholesterol, petrolatum, isostearic acid A solid fat such as cholesterol or a neurolipid, and examples thereof include a lotus root oil, an isostearyl glycerin bond, and a polyoxypropylene butyl ether. Among these, particularly preferred are branched hydrocarbons such as corners, angles f, burned, liquid isomerized rocky soil, light liquid isomerized stone, heavy liquid isomerized paraffin, and α_olefin oligomer. The content of the oil agent is in terms of suppleness, or no stickiness, and is preferably 〇.05~2〇 in the hair cosmetic. More preferably, it is (Μ~10质量罝% 'Specially good as 〇·5~5 mass%. The material is polyoxo, which can be exemplified by dimethyl polysiloxane, polyether modified polyfluorene, amine modification Polyfluorene, carboxyl modified polymethoxy, methyl phenyl polyoxymethane, acid modified polyoxo, alcohol modified polyoxo, aliphatic alcohol modified poly: epoxy modified poly stone Oxygen, gas modified poly-stone oxygen, cyclic poly-stone oxygen, burn-based modified polyoxane, etc. Among them, #马一 methyl 水矽乳, polyether modified polyoxyl, amine modified Polyglycolic oxygen. Polylithic eve: base W oxy-sinter can impart good lubricity to hair, and poly-modified can give smoothness to hair. Amine-modified poly(oxygen) can impart various kinds of hair according to requirements. The performance can be used alone, the required touch can be used, 5 V!: minus, according to J using a viscosity of about 5 mm / s to most cases, i52259.doc 30 · 201124172 emulsion supply of 10 million mm2 / s The viscosity of the left and right is preferably 5,000 to 10 million mm 2 /s, and particularly preferably 50,000 to 10 million mm 2 /s. The polyether modified polyfluorene is a polyoxyalkylene having a polyoxyalkylene group. Yes, as a structure Examples of the group of the polyoxyalkylene group include an oxygen-extended ethyl group and an oxygen-extended propyl group. More specifically, for example, KF-6015, KF-945A, KF-6005, KF-6009, KF-6013, KF-6019, KF-6029, KF-6017, KF-6043, KF-353A, KF-3 54A, KF-3 5 5A (above Shin-Etsu Chemical Co., Ltd.), FZ-2404, SS-2805, FZ-2411, FZ-2412, SH3771M 'SH3772M, SH3773M > SH3775M, SH3749 'SS-280X System J, BY22-008M, BY1 1-030, BY25-337 (above DOW CORNING TORAY), etc. The amine-modified polyfluorene oxide, preferably having an average molecular weight of about 3,000 to 100,000, is described in the CTFA dictionary (US, Cosmetic Ingredient Dictionary) under the name of an amine-terminated dimercapto amidine (Amodimethicone). As a commercial item, SM 8704C (Dongli Dao Kangning Company), DC 929 (Dow Corning Company), KT 1989 (GE TOSHIBA SILICONE), 8500 Conditioning Agent, "DOW CORNING TORAY SS-3588, DOW" CORNING TORAY SILSTYLE 104 (Toray Road Corning Company) and so on. The content of the polyoxoxime is preferably 0.05 to 20% by mass, more preferably ο.1 to ί% by mass, in terms of the general or non-sticky feeling of the hair cosmetic of the present invention. It is particularly good for 〇5 to 5 mass%. The hair cosmetic used in the present invention may contain a surfactant in terms of stability of the system including solubility of the solvent, dispersibility, and the like, and 152259.doc -31 - 201124172. As a surfactant, it can also use surfactants and non-ionic interfaces to use any of the bismuth ion boundary « ^ ^ .. h amphoteric surfactant and anionic surfactant. «Carved enamel as a cationic surfactant. Recorded salt: (5) 四 fine as shown in the general formula (9) four stages [10] R13

An (9) R〆\η, 〇 [wherein, R13 and R丨4 respectively consider A-benzyl, the same day * Table 7F 虱 atom, C 1~28 alkyl or έ 22: 'oxy", 卞a base or a lower alkyl group having a carbon number of 1 to 3 or the like. Except for the ant shape; Αη- indicates the counter ion of the quaternary ammonium salt]. Here, one of 'R and R14' is preferably a carbon number of (i) 4, more preferably Μ ^ ^ 缱 alkyl group and the other preferably a lower alkyl group having a carbon number of 1 to 3, particularly preferably a methyl group. As An•, an ethyl sulfate ion, a methyl sulfate ion, a chloride ion, a Wei-ion ion, a sulfate ion, a p-toluenesulfonate ion, or a perchlorate ion can be exemplified. As the cationic surfactant, a single long-chain alkyl quaternary salt is preferred, and specific examples thereof include a chlorinated material group, a trifyl group, and a chlorinated stearyl trimethyl group: chlorinated trimethylammonium chloride. , citrate tea-based trimethylammonium, chlorinated benzoyl benzene, etc., particularly preferably chlorinated stearyl trimethyl ketone, chlorinated camellyl triterpene. #As a nonionic surfactant" can be exemplified by: polyoxyalkylene-based burn-in bond, polyoxy-carbolysis, sulphur-smelling of southern fatty acid, polyglycerol fatty acid vinegar, high 152259.doc •32· 201124172 Fatty acid mono or diethanol decylamine, polyoxyethylene ethyl hydrogenated cannabis oil, polyoxyethylene ethyl sorbitan fatty acid ester, polyethyl sorbitol ethyl sorbitol fatty acid vinegar, burnt sugar surfactant, burning Base amine oxide, alkyl amide amine oxide, and the like. Among these, polyoxyalkylene alkyl ether, polyoxyethylidene sulfonate, and polyoxyethylene ethyl ketone, polyoxyethylene ethyl ketone, and polyoxypropyl propyl ether are preferred. As the amphoteric surfactant, a kh county beet test 彡iamine beet test system, a sequel beet test system, a basestone yellow-based beet test system, a sulphate yellow-based beet test system, and the like can be cited. Among them, preferred are calcined dimethylaminoacetic acid betaine, fatty acid guanamine propyl beet and other beet test surfactants, particularly preferably fatty acid guanamine propyl betaine. The fatty acid is preferably a decyl group having a carbon number of 8 to 18, particularly preferably carbon (tetra) to 16 , a guanyl propyl citrate, a palm kernel oil fatty acid allylpropyl betaine, a coconut oil fatty acid amiodapropyl. Betaine and the like. As an anionic surfactant, it can be enumerated! Alkylbenzenesulfonate, alkylhydrazine or alkenyl ether sulfate, alkyl or alkenyl sulfate 'olefin sulfonate, alkane sulfonate, saturated or unsaturated fatty acid salt, (iv) or alkenyl ether carboxylate , hydrazine fatty acid salt, N_mercapto amino acid type surfactant, phosphoric acid mono- or diacetic acid type surfactant, sulfosuccinic acid vinegar, and the like. Examples of the counter ion of the anionic residue of the surfactant include an alkali metal ion such as a sodium ion or a potassium ion, an alkaline earth metal ion such as a calcium ion or a magnesium ion, and an ammonium ion having 1 to 3 carbon atoms of 2 or 3. An alkanolamine alkanolamine (for example, monoethanolamine 'diethanolamine, triethanolamine, triisopropanolamine, etc.). Further, as the counter ion of the cationic residue, a saccharide ion such as a chloride ion, a desert ion, or an iodide 152259.doc-33-201124172 ion may be mentioned. Sulfhydryl sulfate ion saccharin salt and non-: sub-surface: in terms of touch, 5 is preferably a cationic surfactant ionic surfactant. The surfactant may be used singly or in combination of two or more kinds, and includes the stability of the solvent, such as emulsification of the emulsifier, etc., and the content thereof is preferably in the hair cosmetic. It is 0.01 to 1% by mass, and particularly preferably 5% to 55% by mass. Further, the hair cosmetic used in the present day and the month may contain a polyol other than the component 2). The polyol contributes to the solubilization of the component (B), stabilizes the division, and acts synergistically with the component (B) to promote the improvement of the moisturizing or hair. The polyhydric alcohol' is particularly preferably glycerin such as ethylene glycol, glycerin or sorbose =. The polyol may be used singly or in combination of two or more kinds, and the content thereof is preferably from 0.1 to 10% by mass in terms of the hair cosmetic. The amount is preferably from 5% to 5% by mass. In the hair cosmetic used in the present invention, in addition to the above components, the components used in the usual hair cosmetic can be appropriately blended depending on the purpose, use, dosage form and the like. Examples of such a component include anti-dandruff, vitamins, and triclosan, such as zinc pymhione and piroctone ethanolamine salt (〇ct〇pir〇x). Triclosan (tricl〇carban) and other fungicides; anti-inflammatory agents such as dipotassium glycyrrhizinate and tocopheryl acetate; preservatives such as hydroxybenzoic acid ester and butyl paraben; chelating agent; panthenol Moisturizer; coloring agent such as dyes and pigments; viscosity adjusting agents such as hydroxyethyl cellulose, sulfhydryl cellulose, terpene glycol, clay minerals; pH adjusting agents such as organic acid, hydroquinone, potassium hydroxide; Plant extracts; pearlizing agents; fragrant 152259.doc -34· 201124172 t 'Pigments; UV absorbers; antioxidants; other ingredients in the encyclopedia shampoo ingredients [ENCYCL0PEDIA OF SHAMp(10) INGREDIENTS (MICELLE PRESS)] Wait. The hair cosmetic used in the present invention can be prepared into various dosage forms according to a usual method, for example, not only a liquid composition such as a mist, an emulsion or a dew, but also a gel, a paste, a cream, or the like. A semi-solid shaped composition such as a wax. Further, the hair cosmetic of the present invention may contain a propellant to form an aerosol type Ο 毛发 hair cosmetic. The propellant is not particularly limited as long as it is used in a general gas-soluble cosmetic. For example, it can be used as a low-grade saturated hydrocarbon such as chlorinated, butyl or the like, a mixture (including liquefied petroleum gas), or a dicarboxylic acid. Equal scales, gas, carbon dioxide, nitrous oxide, etc. These may be used alone or in combination. The content of the propellant is preferably from 0.001 to 50,000 in the hair cosmetic of the present invention. /. , especially good for 5 to 20% by mass. Further, the hair cosmetic of the present invention can be made into a non-aerosol granule cosmetic by filling the composition of the organic polyoxoxime containing the component (A) into a bubble ejection container. As the bubble ejection container ', the composition is mixed with air. The mouth of the bubble is not particularly limited, and for example, it is used by pressing the soft body portion by hand & (4) a bubbler (called (four) foamer), and pressing the head having the cover of the pump mechanism The fruit is used as a bubbler, trigger type, etc. As the squeeze bubbler, there is a Japanese Patent Publication No. 62_〇42785, and a Japanese patent defense d. 62-〇42786, 曰本本本公公昭 62-042787 泞本泞本本. Those who have carried it and who use it as the standard, and, as the pump bubbler, can be cited as the patent special opening Μ Μ 号, 曰 专 152259.doc -35- 201124172 Lite Kaiping 08-230961笙 4 4 # # reported the company's brothers, and used it as the standard. These containers are arranged for each other to meet each other. A ± ‘Bay, the number of eves is installed in the spout section =,. Use body, which is preferably the one to two pieces of the 3 (9) mesh. Such a hair cosmetic is preferably used as a hair styling agent, and is preferably a fruit spray, an aerosol spray, a fruit foaming, a gel, an emulsion, a mist, a cream, or the like. Among them, the pump = private pump foaming and aerosol foaming are preferred. [Examples]

Synthesis Example 1: Organopolyoxyalkylene A. Dissolving diethyl sulphate of 6.17 g (GG4 molar) and 2 ethyl 2 -10 (tetra) 8 (0.947 mol) in dehydrated acetic acid (IV) 3 § The end-reactive poly(N-propionyl-ethylamine) was synthesized by heating under reflux for 8 hours under nitrogen. The number average molecular weight was measured by GPC and found to be 25 Å. Adding a side-chain amino-propyl modified polydimethyl-stone-oxygen (weight average molecular weight 3_0, amine equivalent 2 〇〇〇) 1 〇〇g of 33% ethyl acetate solution, heating Reflux for 10 days. The reaction mixture was concentrated under reduced pressure to give a pale-yellow solid (190 g, yield 95%) of N-propionyl-ethylethylamine-dithiocarbazide. The content of the organic polyoxo-oxygen bond segment of the final product was 50% by mass, and the weight average molecular weight was 6 Å. By using methanol as the result of neutralization of m hydrochloric acid, it was found that about 2 mol% of the amine group remained. Synthesis Example 2: Organic polyoxo-oxygen b Dissolved diethyl sulfate 6_丨7 g (0_04 mol) and 2-ethyl-2-oxazoline 1〇6 6 g (1.07 mol) The dereacted ethyl acetate 229 was heated under reflux for 15 hours under a nitrogen atmosphere of 152259.doc -36 - 201124172 to synthesize a terminally reactive poly(N-propionylethylidene). The number average molecular weight was measured by GPC and found to be 28 Å. A 33% ethyl acetate solution of a primary amino group-modified polydimethyl oxalate (weight average molecular weight: 30,000, an amine equivalent of 200 Å) of 1 〇〇 g was added in one portion, and the mixture was heated under reflux for 10 hours. The reaction mixture was concentrated under reduced pressure to give a pale-yellow solid (200 g, yield 94%). The content of the organopolyoxyalkylene segment of the final product was 47% by mass and the weight average molecular weight was 64 Å. It was found that the amino group of about mol% was retained by the neutralization titration of hydrochloric acid using methanol as a solvent. Synthesis Example 3 ···························································· Ethyl acetate (166 g) was heated to reflux under a nitrogen atmosphere for 8 hours to synthesize a terminal reactive poly(N-propionylethylidene). The number average molecular weight was measured by GPC and found to be 2 Å. A 33% ethyl acetate solution of 100 g of a side chain primary aminopropyl modified polydidecyloxane (weight average molecular weight 30000, amine equivalent 2000) was added in one portion and heated back to 10 hours. The reaction mixture was concentrated under reduced pressure to give a pale-yellow solid ( 169 g, yield: 93%) of acetonitrile-ethylethylamine dimethyl carbazide. The content of the organic polyoxo-oxygen bond segment of the final product was 55 mass%, and the weight average molecular weight was 5 measured. It was found that about 2% by mole of the amine group remained by the neutralization of hydrochloric acid using methanol as a solvent. Synthesis Example 4: Organic Polyoxo Burning D Dissolve 3.08 g (0_02 mole) of sulfuric acid diethyl acetonate and 2_ethyl 2 oxazoline % 9 g (〇.978 mole) in dehydrated acetic acid In the vinegar 2〇3 §, the nitrogen-ring 152259.doc -37·201124172 was heated under reflux for 8 hours to synthesize the terminal reactive poly(N-propionyl extended ethyl imine). The number average molecular weight was measured by GPC and found to be 5,000. A solution of a side chain primary aminopropyl-modified polydimethyloxane (weight average molecular weight: 40000, amine equivalent: 3,800) of 100 g of a 33% ethyl acetate solution was added in one portion and heated under reflux for 1 hour. The reaction mixture was concentrated under reduced pressure to give a pale-yellow solid (188 g, yield 94%) of N-propenylethylamine. The content of the organopolyoxyalkylene segment of the final product was 50 Å and the weight 1 average molecular weight was 8 Å. As a result of neutralization titration with hydrochloric acid using methanol as a solvent, it was found that about 24 mol% of the amine group remained. Synthesis Example 5: Organopolyoxane £ 6.17 g of diethyl sulfate (〇, 〇4 mol) and 2-ethyl 2 oxazoline 116 g g (l_17 I mole) were dissolved in dehydrated acetic acid The ethyl ester 248 was heated under reflux in a nitrogen atmosphere for 8 hours to synthesize a terminally reactive poly(N-propionyl extended ethyl imine). The number average molecular weight was measured by GPC and found to be 3 Å. A side chain primary aminopropyl modified polydidecyl fluorene (weight average molecular weight 30000 amine equivalent 2000) 100 g of 33% ethyl acetate was added in one portion to the peach for 1 hour. The reaction mixture was concentrated under reduced pressure to give a pale-yellow solid (204 g, yield: 92%) of 1-propenylethylamine dimethyl methoxy oxane copolymer. In the final product, the content of the organic poly-stone oxygen-burning segment of the seat was 45 mass%, and the weight average score was 67,000. By neutralizing the titrated 6 疋 with hydrochloric acid using methanol as a solvent, it was found that about 20 mol% of the amine group remained. Synthesis Example 6: Organopolyoxyalkylene ρ -2-11 No. 102.2 g, diethyl carbonate 6.17 g (l031 mol) was dissolved in g (0.04 mol) and 2-ethyl group in a nitrogen atmosphere. Dehydrated ethyl acetate 22〇152259.doc -38- 201124172

The mixture was heated under reflux for 8 hours to synthesize a terminal reactive poly(N-propionylethylidene). The number average molecular weight by GPC was measured to be 2,700. One-time addition of a side chain primary aminopropyl modified polydidecyloxane (weight average molecular weight 30000, amine equivalent 2 〇〇〇) 1 〇〇g of 33% ethyl acetate solution was added in one portion, and heated under reflux for 10 hours. . The reaction mixture was concentrated under reduced pressure to give a pale-yellow solid (194 g, yield 93%). The content of the organopolydecane segment of the final product Q was 48 liters/min and the average molecular weight was 63,000. As a result of the neutralization titration of hydrochloric acid using methanol as a binder, it was found that about 2 mol% of the amine group remained. Synthesis Example 7: Organic polyoxyalkylene G. Diethyl sulfate 6·17 g (〇〇4 mol) and 2-ethyl-2-oxazoline% g (0.869 mol) were dissolved in dehydrated Ethyl acetate (187 g) was heated and refluxed under a nitrogen atmosphere for 8 hours to synthesize a terminal reactive poly(N-propionylethylidene). The number average molecular weight by GPC was measured to be 23 Å. A solution of a side chain primary aminopropyl-modified polydimethyloxane (weight average molecular weight 30000, amine equivalent 2000) of 100 g of 33 〇/〇 ethyl acetate was added in one portion, and the mixture was heated under reflux for 10 hours. The reaction mixture was concentrated under reduced pressure to give a m.p. The content of the organopolyoxyalkylene segment of the final product was 52 mass%/〇, and the weight average molecular weight was 58,000. As a result of neutralization titration of hydrochloric acid using methanol as a solvent, it was found that about 20 mol% of the amine group remained. Synthesis Example 8: Organic polyoxyalkylene η Diethyl sulfate 丨 2.78 g (0_0829 mol) and 2-ethyl-2-oxazoline 246·6 g (2.488 mol) were dissolved in dehydrated acetic acid In the ester 519 g, the end-reactive poly(N-propionyl extended ethyl imine) was synthesized by heating under reflux for 15 hours under nitrogen atmosphere 152259.doc •39-201124172. The number average molecular weight was determined by GPC, and as a result, 3 100 ° was added to the side chain primary aminopropyl modified polydimethyl sulphur oxide (weight average molecular weight 30000, amine equivalent 2 〇 i 〇) 166.7 33% of the acetic acid in ethyl acetate solution was heated to reflux for 12 hours. The reaction mixture was concentrated under reduced pressure to give a pale-yellow solid (422 g, yield: 99%) of N-propenylethylamine dimethylamine. The content of the organopolyoxyalkylene segment of the final product was 39.4% by mass, and the weight average molecular weight was 1〇8〇〇〇. As a result of the neutralization titration of hydrochloric acid using decyl alcohol as a solvent, it was found that no amine group remained.

Synthesis Example 9: Organopolyoxyalkylene I 5. Ethyl sulfate 5.92 g (0.038 mol) and 2-ethyl-2-oxazoline 6 〇 7 g (〇.613 mol) were dissolved in dehydrated acetic acid. The ethyl ester 135 g was heated under reflux for 8 hours under a nitrogen atmosphere to synthesize a terminal reactive poly(N-propionyl extended ethyl imine). The number average molecular weight by GPC was measured to be 17 Å. A 33% ethyl acetate solution of a side chain primary aminopropyl-modified polydidecyloxane (weight average molecular weight: 30,000, amine equivalent: 198 Å) of 1 〇〇 g was added in one portion, and the mixture was heated under reflux for 10 hours. The reaction mixture was concentrated under reduced pressure to give a pale-yellow solid (158 g, yield: 95%) of e.g. The content of the organopolyoxyalkylene segment of the final product was 60% by mass, and the weight average molecular weight was 5 Å. As a result of neutralization titration of hydrochloric acid using decyl alcohol as a solvent, it was found that about 24 mol% of the amine group remained. Synthesis Example 10: Organic polyoxoxime j. Dissolving 6.17 g (0.04 mol) of diethyl sulfate and 2-ethyl-2-oxazoline 5〇i 152259.doc -40- 201124172 g (0.505 mol) The end-reactive poly(N-propionyl extended ethyl imine) was synthesized by heating under reflux in a solution of 114 g of ethyl acetate under nitrogen for 8 hours. The number average molecular weight was measured by GPC and found to be 14 Å. A solution of a side chain primary aminopropyl-modified polydimethyloxane (weight average molecular weight: 32,000, amine equivalent: 1900) of 100 g of 33% ethyl acetate was added in one portion and heated under reflux for 1 hour. The reaction mixture was concentrated under reduced pressure to give a pale yellow-yellow-yellow solid (152 g, yield 97%) of succinyl-ethyl-ethylamine. The content of the organopolyoxyalkylene segment of the final product was 64 mass%, and the weight average molecular weight was 50,000. As a result of the neutralization titration of hydrochloric acid using methanol as a solvent, it was found that an amine group remaining in about mol% was found.

Synthesis Example 11: Organic polyoxymethane K. Dissolving diethyl sulfate 6·17 g (〇〇4 mol) and 2-ethyl-2-oxazoline g (0.35 mol) in dehydrated acetic acid The ester 趵g was heated and refluxed under a nitrogen atmosphere for 8 hours to synthesize a terminal reactive poly(N-propionyl extended ethyl sulfimine). The number average molecular weight was measured by GPC and found to be 1000. A side chain primary aminopropyl-modified polydimethyloxane (weight average molecular weight: 30,000, amine equivalent: 2000) of 100 g of 33% ethyl acetate was added in one portion, and heated under reflux for 1 hour. The reaction mixture was concentrated under reduced pressure to give a pale yellow-yellow-yellow solid (141 g, yield: 97%) of N-propionylethylamine and diterpene. The content of the organic polyoxier bond of the final product was 7% by mass and the weight average molecular weight was 42 Å. As a result of neutralization titration with hydrochloric acid using methanol as a solvent, it was found that about 2 mol% of the amine group remained. 152259.doc 41 201124172

Synthesis Example 12: Organic polyoxyalkylene L. Dissolve 0.77 g (0.0〇5 mol) of diethyl sulfate and 12.9 g (0.13 mol) of 2-ethyl-2-oxazoline in dehydrated ethyl acetate. In 28 g, the mixture was heated under reflux for 8 hours under a nitrogen atmosphere to synthesize a terminal reactive poly(N-propionyl extended ethyl imine). The number average molecular weight was measured by GPC and found to be 2,700. A 33% ethyl acetate solution of 100 g of a side chain primary aminopropyl-modified polydidecyloxane (weight average molecular weight 100,000, amine equivalent 20000) was added in one portion and heated under reflux for 1 hour. The reaction mixture was concentrated under reduced pressure to give EtOAc (EtOAc: EtOAc: Compound: The content of the organopolyoxyalkylene segment of the final product was 88% by mass, and the weight average molecular weight was 114,000. As a result of neutralization titration of hydrochloric acid using decyl alcohol as a solvent, it was found that no amine group remained. The details of the organopolyoxanes A to L obtained in Synthesis Examples 1 to 12 are shown in Table 1. [Table 1] Organic polydecane MWox a/b MWg MWsi MWt Amine equivalent substitution rate a (synthesis example: η 2,500 50/50 2,500 30,000 60,000 2,000 0.80 Β (synthesis example 2) 2,800 47/53 2,500 30,000 64,000 2,000 0.80 C (Synthesis Example 3) 2,000 55/45 2,500 30,000 55,000 2,000 0.80 D (Synthesis Example 4) 5,000 50/50 5,000 40,000 80,000 3,800 0.76 E (Synthesis Example 5) 3,000 45/55 2,500 30,000 67,000 2,000 0.80 F (Synthesis Example 6 2,700 48/52 2,500 30,000 63,000 2,000 0.80 G (Synthesis Example 7) 2,3〇〇52/48 2,500 30,000 58,000 2,000 0.80 H (Synthesis Example 8) 3,100 39.4/60.6 2,010 30,000 108,000 2,010 1.00 1 (Synthesis Example 9) 1,700 60/40 2,605 30,000 50,000 1,980 0.76 J (Synthesis Example 10) 1,400 64/36 2,500 32,000 50,000 1,900 0.76 K (Synthesis Example 11) 1,000 71/29 2,500 30,000 42,000 2,000 0.80 L (Synthesis Example 12) 2,700 88/12 20,000 100,000 114,000 20,000 1.00 1.00 MWox : molecular weight of poly(N-arginyl imidazolium) segment a/b: organopolyoxyalkylene segment (8) and poly(N_mercaptoalkyleneimine) segment (b) Mass ratio MWg: molecular weight between grafting points

MWsi : The amount of organic polyfluorene constituting the main chain: the organic polyfluorene of the component (A): 152259.doc • 42- 201124172 Examples 1 to 52 · Comparative Examples 1 to 4 Preparation Tables 2 to 6 Hair cosmetics, plates are based on the following methods. And the result of f - is shown in each table. Furthermore, regarding the environment, the 4 points contained in the environment are stored at room temperature (25. 〇, relative humidity hunger environment. Ding • Hair treatment condition 1 (to evaluate the curling of the electric coil) Squatting

G A hair bundle of 30 cm in length, a denier a - is la ΐ, and 6 g of original hair (Japanese hair that was not dyed, chemically treated) was used for evaluation. - After spraying the sprayed water G.6 g on the hair bundle, 0.2 g of each sample was applied, and the round comb combing table manufactured by the company was used five times. Then, after using the hair dryer to dry the king, 'five professional inspectors wind the hair at a temperature of 1M.' The electric roll bar (model: J72010M) made by Mica Co., Ltd. 'keep for 1 second, then remove Electric roll bar. After the removal, the temperature of the m + tufts at room temperature will soon become room temperature. After the completion of the treatment, the functional evaluation and the comprehensive (1) parity were performed according to the following criteria. Each evaluation system indicates the evaluation criteria of five professional inspectors. <Evaluation criteria> • The ease of curling using the electric coil is easy to be obtained under the hair bundle processing condition 1, and the curling ease when the hair is wound on the electric coil is The visual evaluation was performed based on the following criteria. 5: Very good 4: Good 152259.doc 43- 201124172 • The feeling of completion of the hair styling Under the conditions of the hair bundle treatment, the degree of the curl after the removal of the electric coil is visually evaluated according to the same acceptance criteria. The volume given by the jinji • The sensation of the touch (with or without hardening) Under the hair treatment strip, the hand is held (10) hard) according to the same criteria as above: ::::: tactile sensation • persistence τ over time 1 shell at a temperature of 3 〇 t, relative humidity of 8 〇% of the lower - series of hair bundles after the end of the processing. == Condition depends on the degree of change of the shaped part before and after the evaluation (in relation to the hair: shape: the hydrogen bond that is closely related to the moisture in the air is more (4) the chlorine bond is quickly relaxed, so the temperature is 3〇 Seven, the relatives of the 曰❹ 曰❹ 曰❹ 相当于 相当于 相当于 相当于 相当于 相当于 相当于 相当于 相当于 相当于 相当于 相当于 相当于 相当于 相当于 相当于 相当于 相当于 相当于5 Μ Change 4 Almost Μ #»»&gt; Change 3 There are a few changes 2 There are changes 1 There is a big change... Degree 4 (3/() in the environment is placed 12 small • Curly again gives ease to hair treatment conditions 1 After the end of a series of treatments, the hair bundle is again set to i 5 (the coil of the Kreuz^ Co., Ltd. made by TC-44· 152259.doc 201124172 The volume given by the song: m〇1〇M )) and keep it for 1 second. The processing time is evaluated visually according to the following criteria. 5: Very good 4: Good 2 Very poor

Comprehensive evaluation of the comprehensive evaluation of the ease of curling, the feeling of cut, the feel of touch (whether or not hard), the persistence of time, and the re-curlization of the bark under the hair treatment condition 1 The following criteria were used for evaluation. 5: Very good. 4: Good 3: General 2: Poor 1: Very poor • Stable persistence of external force (after combing 3 times) Using a commercially available comb with a comb spacing of 5 mm (γ. s. pARK Pr〇fessionai, The single thin double teeth were subjected to combing the hair bundles subjected to curling under the tufting treatment condition 1 three times, and the change in the shape of the tufts before and after combing was visually evaluated based on the following criteria. 5 · No change 4 : Almost no change 3 : There is a slight change 152259.doc -45· 201124172 2 : There is a change 1 : There is a big change by hand holding the hair bundle under the condition 1 and giving the curl (toughness) According to the following, it is judged that Lu Xing can be evaluated by the tactile sensation when M. &lt;.Feeling toughness 1 shell 4: Slightly felt strong Wei blade 3: Unclear judgment 2 Not feeling strong Wei knife 1 : Feel not strong and flexible The lower judgment standard was visually evaluated. The flexibility of the fruit is based on 5: suppleness 4: slightly supple 3: can not be clearly judged 2: not very compliant 1: not compliant / touch (smooth feeling) hand touched on the hair bundle processing conditions i (smooth feeling ) Based on the following criteria: 5 · Smooth feeling

When the curled hair bundle is given, the touch of D is evaluated by B. 4: The smooth feeling is slightly better 3: It cannot be clearly determined 152259.doc -46 - 201124172 2: The smooth feeling is not very good 1 · 'Smooth feeling is not good, the hair bundle processing conditions 2 (Do not use electric coils and naturally dry the length of 35 cm, the weight of 高g of the high-income (1), treatment, hair dyeing, bleaching and other chemical treatment of the Germans:::) curly hair (not evaluated. Hair bundle for

G “When the sample shampoo is not cleaned, use the moisture of the wipes, apply the W g to each sample with the hair bundle moist, and use the fingers to make the coated agent evenly blended. On the same day (4) Finger finishing The hair bundle was then naturally dried at room temperature for 3 hours. After the completion of the series of treatments, the sensory evaluation price was performed by five professional tests based on the following criteria, and the average value of the evaluation was shown: Composition of hair essence _ (% by mass) 25% polyoxyethylene (2.5) sodium lauryl ether sulfate 62 (9)

Lauric acid diethanolamine amine diamine tetraethyl disodium sodium benzoate 2.28 0.10 oxybenzone acid (75% aqueous solution) dibutyl hydroxy toluene gasification sodium red 106 No. 0.50 0.03 0.10 0.01 0.80 fragrance purified water 0.00012 0.26 Remaining 152259.doc • 47· 201124172 &lt;Evaluation Criteria&gt; • The degree of conformity during natural drying The degree of phase matching of the bundle of the hair bundles treated under the tufting treatment condition 2 was visually evaluated based on the following criteria. 5 : —致 4 :Slightly consistent 3 : Unclear judgment 2 : Slightly scattered 1 : Scattered • Hair style persistence during natural drying The hair bundle treated under the hair bundle treatment condition 2 at a temperature of 30 ° C, wet When placed in an environment of 8 〇〇 / for 15 minutes, the degree of hair change before and after placement was visually evaluated. Shape of Μ 5 : No change 4 : Almost no change 3 : There is a slight change 2 : There is a change 1 : There is a big change 152259.doc -48- 201124172

锑100.0 〇〇 (N 〇in ρ ο r4 ο 1—Η m Ρ — 96.0 〇Η 〇 (N 〇wS Ο τ-Η ο (Ν ο 〇 96.0 Ο oi 〇 (N ο Ο CN ο (Ν ο rH Η 〇 — 96.0 inches (N inch &lt;N VO rn inch inch CN inch (Ν vq ι—Η fexample m 〇4 96.0 ο 寸 · inch inch · Ο in Ο Ο Ο c 〇 c 〇 6.0 6.0 6.0 6.0 6.0 6.0 6.0 6.0 6.0 6.0 6.0 6.0 6.0 ι ιη ο ο rn rH 〇96.0 oq 〇〇 inch ο CN — οο 寸 · CN 一o 〇96.0 Ο 〇 · · οο a ο (Ν inch〇—96.0 Ο 〇ο tn ο 00 〇96.0 ο to 〇&lt;Ν寸' ο u-&gt; ο ιη 〇 〇 96.0 inch · inch Ο CN 一一&lt;Ν Ο !96.0 ο 〇〇 · 'Ο ΟΟ inch* ο in inch · 50.0 50.0 Ο in 〇ο ο ο i〇Ο in寸o 96.0 ο 〇ο in Ο ο iri ο 1〇cn 10.0 90.0 ο vri 〇ο tn Ο Ο ιη ο CN o 30.0 66.0 Ο 〇ο ο ι 〇Ο ΙΤ) ο vri t—H o 96.0 ο 〇in ο ίτΐ ο ο Ο iri (% by mass) Organic Polyoxane A 1 Organic Polyoxo Burning Organic Polyoxane C Organic Polyoxo Burning D Organic Polyoxygen Burning Organic Polyoxo F Organic Polyoxane G Organic Polyoxyn Oxide Organic Polyoxane I Organic Polyoxo Burning J Organic Polyoxo Burning κ Organic Polyoxo L Ethanol (99.5%) Ion exchange water using electric coil The curl imparts an easy-to-finish hair style to complete the feeling of touch (with or without hardening). The durability of the time-dependent re-curability of the curl is further evaluated. -49· 152259.doc 201124172 [Table 3] (% by mass: other than the concentration Variable) Example 14 15 16 17 Organic Polyoxane A 4.0 3.0 5.0 5.0 Organic Polyoxane L 1.00 1.00 1.50 1.50 Gasified Stearyl Trimethyl Ammonium (Kao Corporation, Quartamin-86W, 28% by mass) 0.85 0.85 0.85 0.85 Polyoxyethylene tridecyl ether (Japanese catalyst, SOFUTANOL90) 0.10 0.20 0.20 90% by mass of lactic acid 1.50 50% by mass of malic acid 2.70 Benzyl alcohol 0.20 Dipropylene glycol 0.50 48% by mass of sodium hydroxide #聚乙吼洛° (BASF, Luviskol K-30) 2.50 Perfume 0.10 0.10 0.10 0.10 Ethanol (99.5%) 30.00 30.00 30.00 30.00 Ion exchange water remaining amount remaining amount remaining amount remaining amount evaluation using electric coil bar curl imparting ease 5.0 5.0 5.0 5.0 hair style completion Sense 5.0 5.0 5.0 5.0 Tactile sensation (with or without hard) 5.0 5.0 4.0 5.0 Persistence 5.0 5.0 5.0 5.0 Re-curling Easiness 5.0 5.0 5.0 5.0 Comprehensive Evaluation 5.0 5.0 5.0 5.0 * : pH 3.7 152259 .doc 50- 201124172 o 〇 [inch i example in ΓΛ o 20.0 remaining amount &lt; Ν — cn ο Ο ο l〇vq 00 00 芝 o CO 10.0 remaining volume ¥ 00 rn 00 00 oo 00 — CO ΓΛ o Rn ο ι〇 The remaining amount 〇ντΐ 00 inch ' 5 ο iri o ... 00 inch (N o CO ο m&quot; The remaining amount 〇00 00 inch' o ο to Ο o 〇CO ο The remaining amount ^〇· 〇00 inch · inch inch 00 CN oo 00 inch. — o ΓΛ 其余 The remaining amount 〇CO ro 00 ΓΟ o CN 00 inch CN inch* P ^J· 〇\ CN o »ri 10.0 ο ο &gt;ri The remaining amount 00 cn ο inch (N inch _ Inch. 00 ο yn inch cn o 00 inch · 00 (N o ί〇10.0 ο ο 1 remaining amount I_ί — 00 00 inch · 〇〇o tri οο — 00 cn VO inch · inch · o Ό* 10.0 ο κη ο remaining amount 00 inch ' v〇rn 00 — 00 — 00 — inch — (N (N o CS ο W-) ο rest amount &lt;q inch· \〇, inch' — 〇〇00 inch · οο inch · inch · inch · inch inch · in &lt;N o &gt;〇 20.0 ο ο &lt;Ν The remaining amount inch · inch · *^t inch o ίτΐ &lt;N 00 inch · 〇o 10.0 ρ Ο &lt;Ν The remaining amount 00 00 •^· oo inch 00 inch · 〇C^i (N o CN ο 其余 The remaining amount 00 00 00 〇oo — οο — — vq inch · inch · CN (N 15.0 20.0 rest 〇〇o 〇〇^t· CN ΓΛ v〇一00 — fN o remaining amount 〇〇&gt ;ri 00 r*i οο 00 m* OO 〇 —m — o ro 〇〇uS ov〇vq — v〇rn \〇cn inch ΓΛ inch 〇 inch ' 〇 \ o remaining amount inch ΐ ^ ΐ oo rn CN ro CN rn CO 寸 rn rn (N rn 00 r '&lt; remaining volume rn VO m&quot;&lt;N rn inch ro CN m* ν〇rn &lt;N rn inch cn inch ΓΠ 1 (% by mass; all variable Organic polyoxane A B Alcohol benzyl alcohol malic acid love tO Μ ιΟ i Ψ Γ' ^ ¥ 〇温±i 螗一_ Μ Persistence of hair styling for persistence of external force Stereotype continuous touch (strong movement) Soft touch (smooth Sense) Stereotype in natural drying when setting is dry -51 - 152259.doc 201124172 Example 〇10.0 ο Ο (Ν 1 remaining amount (N inch ' 00 cn 〇〇cn· Ο inch inch inch' (寸 · 〇 Ο Ο Ο ν ν Ο Ο Ο Ν Ν Ν Ν J J J J J J J J J J J J 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 1 0.0 0.0 0.0 0.0 0.0 1 1 1 0.0 1 1 1 1 1 1 1 1 1 ' 〇〇in 00 00 〇ο 10.0 ο ο (Ν The rest of the amount (N — 00 ΓΛ CN — 00 cn 〇〇 inch 00 — (Ν 〇 〇 \ m ο 10.0 o ο (Ν 量 · · Ο Ο · OO m* cs inch · * inch inch · inch · inch · inch · inch * inch inch · 00 ΓΛ ο 10.0 o ο (Ν The remaining amount 〇〇'sf* 00 ο in 〇 (ή 00 inch · 〇〇P; ο 10.0 ο ο 其余 The remaining amount 〇〇Ό rn \〇ro (Ν ··〇〇· oo (N ο 10.0 p ο &lt;Ν The remaining amount CN 00 ΓΛ* CN inch· 00 Cn 〇〇00 〇 inch (Ν inch (% by mass; all variable) Organic polyoxo A &gt; €H lO Benzyl alcohol dipropylene glycol 1 1 ΓΛ Malic acid lactic acid glycol is given by the curl of the electric coil Susceptibility to the endurance of the hair style. Persistence to the external force. Continuous touch (strongness). Suppleness. Stereotype when naturally dry. Stereotype persistence during natural drying. -52- 152259.doc 201124172 ο ο [9&lt ;] Example &lt;Ν 〇rn *〇〇(Ν1 remaining amount|〇»〇〇vn 〇ο in ο 〇&lt;〇ο vi »η ο cn U-ϊ ο oi The remaining amount 〇»ri ο vS Ο Iri 00 rt· ο &lt;ri Ο cn »〇Ο (Ν The rest of the amount 〇νί Ο Ο »/S o «ri Ο *r{ Ο »〇Ο iri Ο rn 〇rn The remaining amount 00 — Ο »ri ο vS 〇 *r{ Ο wS ο tri Ο vS Ο rn 〇rn The remaining amount 00 inch' ο »η 00 〇iri ο vS Ο »ri ο wS ο rn 〇ΓΟ The remaining amount 〇uS 00 o &gt;〇00 — ο uS Ο wS 00 pairs ' Ο r^-i 〇rn 1 remaining amount | 〇»n 00 a Tf ο wS ο »ΛΪ 00 Tf Ο Rn 〇rn remaining amount ο uS 00 pair · 00 pair ' 00 inch ' ο »ri 00 — ο &gt; ri ο rn Ο 其余 remaining amount ο vS ο in ο wS ο »〇Ο ν-ί (% by mass; all for Variable) Organic Polyoxane A Organic Polyoxane L Polyethylene Pyrrolidone (*1) Acetylpyrrolidone/Vinyl Acetate Copolymer (*2) Vinylpyrrolidone/Methacrylate II Methylaminoethyl ester copolymer diethyl sulphate (*3) acrylate/diacetone acrylamide copolymer (*4) (methyl) propylene decyl ethyl betaine / (meth) acrylate Base Ester Copolymer (*5) &- a· Ί 〇谱爱筚_ 5&lt; 智乇爱+1 Female ί »ei «: 妥5 8 &- 〇S 鮏Ί ο &- 硪δ - Ί 浚 浚 $ ® - £: ^ S 辑 Ι 谱 spectrum; | ^ &gt;r ® ^ ^ ^ Η ^ ^ ... League? 3 Using the curl of the electric wand to give the easy-to-use hair style. Persistence in the feeling of completion. Maintaining the tactile sensation (smooth feeling) on the external force. Stereotype during natural drying. Stereotype persistence during natural drying Μ ε v&gt;10&gt;IS!&gt;nJ, fF^e^dsvmHS* 02ο^!ΛηΊ ,?!?铋w&lt;-5dsvg :r 嗜&lt;n funeral w«^^&lt;&lt;赖90(NI6(N-8^ LS£#S-#蛉4B Fin 筚:Bu* 哒^柃柃》«^骅&lt;&lt;馁11608.3屮迗;-*-4〇1 fin筚:9* sz.-sJIOJSnA ,^ntg&lt; -3*^i«3· : ς* Θ0Κ3 3NS snE.ffiiJ喵令琳^鹚叫:? Kz.lvncy.JVO, ?FWnr&lt;&lt;CISI:5Γ 152259.doc -53- 201124172 Examples 53~58 Comparative Examples 5 to 8 The hair cosmetic materials shown in Table 7 were prepared, and a part of the hair treatment conditions were changed under the hair treatment conditions, and the evaluation criteria were as described above. The results are shown together in Table 7. 53: no spray of water. • Example 54: no hair dryer drying. • Example 55: spray water, hair dryer dry none. • Example 56: after the hair was twisted, ... silly at 5 〇 C or more Coating the sample in the state 'winding the hair on the electricity • Example 57: Instead of a coiled rod, it is wound on a double and blown in with a hair dryer. ·,, (The surface temperature of the hair is 8 〇. L is heated by a hair dryer. After cooling to room temperature, remove the curling iron. • Example 58: Instead of the electric bar, ^ ^ ± Use the fan to heat one side and use the comb to open the ν. After the end of the shaping, remove the comb, L^ is divided Heating of the hair dryer. Stone example 5. Although the hair dryer is dry welded, &lt; treatment. Example 1 钇 Island but no electric coil after treatment • Comparative Example 6: After drying the hair dryer, heating and shaping with a comb, brush, etc. Temporarily cooled to room temperature and then not temporarily cooled to room temperature. Then do not 'then heat to 5 〇t or more. Similarly, electric coil processing, • Comparative Example 7: After drying with a hair dryer, heating and using a comb, brush, etc. Forming • Comparative Example 8: After the hair dryer was dried, the hair temperature was 40 ° C. 152259.doc -54, 201124172 [Table 7]

(% by mass) Example Comparative Example 53 54 55 56 57 58 5 6 7 8 Organic polyoxymethane A 4.0 4.0 4.0 4.0 4.0 4.0 4.0 4.0 4.0 4.0 Ion exchange water 96.0 96.0 96.0 96.0 96.0 96.0 96.0 96.0 96.0 96.0 Using an electric coil Stick curl gives ease 5.0 5.0 5.0 5.0 - - - - - 1.0 Hair style finish 5.0 5.0 5.0 5.0 5.0 1.0 1.0 1.0 1.0 1.0 Evaluation of touch (with or without hard) 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 Persistence 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 Once again curled to give ease 5.0 5.0 5.0 5.0 5.0 5.0 - - - 5.0* 氺· Ash Comprehensive evaluation 5.0 5.0 5.0 5.0 5.0 5.0 - - - - • 1st The curl of the electric coil was applied at 4 ° C, and the curl was again applied at 150 ° c. 152259.doc -55-

Claims (1)

201124172 VII. Patent application scope: 1_ - A hair styling method, which uses hair 庳 containing the following component (A) for hair, and after hair styling above the thief, the hair temperature is cooled to less than 5 (rc, whereby the compound is solidified; Component (A): an organopolyoxane which is a poly(N-fluorenylalkyleneimine) comprising a repeating unit represented by the following formula (1) The segment is formed by bonding at least two of the X-ray scorpions of the organic poly 7-oxygen-burning bond segment constituting the main chain via a hetero atom-containing extension group: [Chemical 1] n^C\ , ( 1) 0 R1 (wherein R1 represents a hydrogen atom, an alkyl group of carbon number 22, an aralkyl group or an aryl group, η represents 2 or 3); and a poly(indenyl-fluorenylalkyleneimine) segment The number average molecular weight is 1,200 to 5,500; the mass ratio (a/b) of the organopolyoxyalkylene segment constituting the main chain to the poly(Ν-fluorenylalkyleneimine) bond segment (b) is 35/65. ~60/40 ; the weight average molecular weight of the organopolyoxyalkylene segment between adjacent poly(N-fluorenylalkyleneimine) segments is 1,300~5,500; the organopolyoxyalkylene chain constituting the main chain Duan Zhizhong The average molecular weight is 7,000 to 1 〇〇, 000. 2. The hair styling method of claim 1, wherein the poly(N-decyl hexane 152259.doc 201124172 kea virgin) segment in the component (A) is via the impurity One or more of the atoms of the atomic group of the atomic group are the two-terminal helium atom of the organic poly 11 oxygen (10) segment constituting the primary bond. 3 · The hair styling method 1 to 3 of 5 or 3 The alkyl group in the formula (1) is a carbon number of 4. The hair styling method of claim 1 wherein the hair is shaped and cooled to less than 50 C, the point is that the force of shaping the hair is released. Any of the "before", "at the same time" and "after the release". 5. A method of splicing, which is performed by requesting the hair styling method of the hair styling method again. After riding the shape, the hair is cooled to less than 5 ° C, and the shaped hair is fixed. 6. If the request item! The hair styling method', before applying the ingredient (eight) makeup to the hair, Apply water to the hair. 7. If the hair styling method of the requester is made, the makeup containing the ingredient (4) should be After use in the hair, the hair is dried before the hair is shaped above the hair temperature. The 化妆 乇 化妆 丹 丹 尝 has the following ingredients (A). Ingredient (A): organic polyoxane, the system contains the following The poly(N_fluorenylalkyleneimine) segment of the repeating unit of the formula is bonded to at least 2 of the oxime of the organopolyoxyalkylene segment constituting the main chain via a heteroalkyl group-containing alkyl group. Made up: [Chemical 2] ^〇Η2·)τγΝ 152259.doc (1) 201124172 (wherein R1 represents a hydrogen atom, a carbon number of 22 alkyl, an aralkyl group or an aryl 'η represents 2 or 3); and a poly(fluorenyl-fluorenylalkyleneimine) The number average molecular weight of the segment is 1600~3500; the mass ratio of the organopolyoxyalkylene segment (a) constituting the main chain to the poly(Ν-fluorenylalkyleneimine) bond segment (b) (a/b) ) is 42/58~58/42; the weight average molecular weight of the organopolyoxyalkylene segment between adjacent poly(N-fluorenylalkyleneimine) segments is 16〇〇~35〇〇; The weight average molecular weight of the organopolyoxyalkylene segment is 7,000 to 1 Torr. 9. The hair cosmetic according to claim 8, which further comprises the following components (B) and (C): Component (B): an organic solvent selected from the following (M) to (b5): (bl) Formula ( 5) Compounds shown: [Chemical 3] R —(OCH2CH2)p—(OCH2CH)e AY (5) [wherein R represents a hydrogen atom, a carbon number of 1 to 6 or a radical R9_ph_Ri〇_ (R. a hydrogen atom, a methyl group or a methoxy group) , R10: a bond or a saturated or unsaturated divalent hydrocarbon group having 1 to 3 carbon atoms, Ph: p-phenylene), a represents a bond or a divalent saturated hydrocarbon group having a carbon number of 1 to 4, and γ and z are independently represented. a hydrogen atom or a hydroxyl group, p and q each independently represent an integer of 〇~5; wherein, when p=q=0, 152259.doc 201124172 Z is a hydroxyl group, and R8 is also not a hydrogen atom, an alkyl group having a carbon number of 1 to 3 and Any one of the radicals r9_ Ph-); (b2) N-^ which is bonded to a nitrogen or an alkyl group having a carbon number of 1 to is a base of 0 to 定 定 定 或 or N-bake 吼 α α (b3) a carbonic acid alkyl vinegar having a carbon number of 2 to 4; (b4) a polypropylene glycol having a number average molecular weight of 1 〇〇 1 and 〇〇〇; (b5) formula (6), (7) Or the lactone or cyclic ketone shown in (8): [Chemical 4] X. (6) (7) Wherein X represents a methylene group or an oxygen atom, R&quot; and represents a substituent which are different from each other, and a and b each independently represent ruthenium or η; and component (C): an organic carboxylic acid or a salt thereof which may have a hydroxyl group. Ίο. 11. 12. 13. 14. The hair cosmetic of claim 9, wherein the ingredient (Β) is benzyl alcohol or 2-benzyloxyethanol. A hair cosmetic according to claim 9, wherein component (c) is lactic acid, malic acid or a salt thereof. The hair cosmetic according to any one of items 9 to 11, wherein the component (8) is 0.1% by mass and the component (c) is 3% by mass. The hair cosmetic of claim 8 further contains the following component (9): component (D) · a styling polymer. A hair cosmetic according to claim 13, wherein the component (1) is selected from the group consisting of acrylic polymer 152259.doc 201124172 and ethylene specific ketone ketone polymer. 15. The hair cosmetic of claim 13, wherein the content of the component (D) is 0.05 to 20% by mass. 16. The hair cosmetic according to claim 8, wherein the content of the component (A) is from 0. 0 to 50% by mass. • 1 7. The hair cosmetic of claim 8 which is a hair styling or hair conditioner. 152259.doc 201124172 , IV. Designated representative map: (1) The representative representative of the case is: (none) (2) The symbolic symbol of the representative figure is simple: 5. If there is a chemical formula in this case, please reveal the characteristics that can best show the invention. Chemical formula: -(CH2)rrN- 152259.doc -2-